(2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester

Base Information

• Chemical Name: (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester
• CAS No.: 381222-47-5
• Molecular Formula: C₃₁H₃₅NO₇
• Molecular Weight: 533.621
• Mol file: 381222-47-5.mol

Synonyms:(2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester

Chemical Property of (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester

There total 4 articles about (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

1-iodo-2,3,4-trimethoxy-benzene (25245-37-8) + (2R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-iodopropionic acid tert-butyl ester (282734-33-2) → (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)propionic acid tert-butyl ester (71953-00-9) + (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester (381222-47-5)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃; for 0.5h;

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester (381222-47-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 78 percent / aq. NaHCO₃ / acetone / 48 h / 20 °C

2.1: 84 percent / H₂SO₄ / CH₂Cl₂ / 19 h / 20 °C

3.1: 99 percent / NaI / acetone / 72 h / Heating

4.1: Zn; Me₃SiCl / dimethylformamide / 20 °C

4.2: 47 percent / P(o-tol)3 / tris(dibenzylideneacetone)dipalladium / dimethylformamide / 4 h / 50 °C

With chloro-trimethyl-silane; sulfuric acid; sodium hydrogencarbonate; sodium iodide; zinc; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1039/b103832j

Reference yield:

(2R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-chloropropionic acid (212651-52-0) → (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(2',3',4'-trimethoxyphenyl)propionic acid tert-butyl ester (381222-47-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 84 percent / H₂SO₄ / CH₂Cl₂ / 19 h / 20 °C

2.1: 99 percent / NaI / acetone / 72 h / Heating

3.1: Zn; Me₃SiCl / dimethylformamide / 20 °C

3.2: 47 percent / P(o-tol)3 / tris(dibenzylideneacetone)dipalladium / dimethylformamide / 4 h / 50 °C

With chloro-trimethyl-silane; sulfuric acid; sodium iodide; zinc; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1039/b103832j

upstream raw materials:

1-iodo-2,3,4-trimethoxy-benzene

(2R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-iodopropionic acid tert-butyl ester

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(2R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-chloropropionic acid